Literature DB >> 20828122

Robust light emission from cyclic alkylaminoluciferin substrates for firefly luciferase.

Gadarla Randheer Reddy1, Walter C Thompson, Stephen C Miller.   

Abstract

Firefly luciferase utilizes the chemical energy of ATP and oxygen to convert its substrate, D-luciferin, into an excited-state oxyluciferin molecule. Relaxation of this molecule to the ground state is responsible for the yellow-green light emission. Synthetic cyclic alkylaminoluciferins that allow robust red-shifted light emission with the modified luciferase Ultra-Glo are described. Overall light emission is higher than that of acyclic alkylaminoluciferins, aminoluciferin, and the native substrate D-luciferin.

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Year:  2010        PMID： 20828122      PMCID： PMC3259732          DOI： 10.1021/ja104525m

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  13 in total

1.  Chemical synthesis of firefly luciferin analogs and inhibitors.

Authors:  B R Branchini
Journal:  Methods Enzymol       Date:  2000       Impact factor: 1.600

2.  Structural basis for the spectral difference in luciferase bioluminescence.

Authors:  Toru Nakatsu; Susumu Ichiyama; Jun Hiratake; Adrian Saldanha; Nobuyuki Kobashi; Kanzo Sakata; Hiroaki Kato
Journal:  Nature       Date:  2006-03-16       Impact factor: 49.962

3.  A basis for reduced chemical library inhibition of firefly luciferase obtained from directed evolution.

Authors:  Douglas S Auld; Ya-Qin Zhang; Noel T Southall; Ganesha Rai; Marc Landsman; Jennifer MacLure; Daniel Langevin; Craig J Thomas; Christopher P Austin; James Inglese
Journal:  J Med Chem       Date:  2009-03-12       Impact factor: 7.446

4.  Substrate-binding properties of firefly luciferase. I. Luciferin-binding site.

Authors:  J L Denburg; R T Lee; W D McElroy
Journal:  Arch Biochem Biophys       Date:  1969-11       Impact factor: 4.013

5.  Cloning, sequence analysis, and expression of active Phrixothrix railroad-worms luciferases: relationship between bioluminescence spectra and primary structures.

Authors:  V R Viviani; E J Bechara; Y Ohmiya
Journal:  Biochemistry       Date:  1999-06-29       Impact factor: 3.162

6.  Luciferin derivatives for enhanced in vitro and in vivo bioluminescence assays.

Authors:  Rajesh Shinde; Julie Perkins; Christopher H Contag
Journal:  Biochemistry       Date:  2006-09-19       Impact factor: 3.162

7.  Yellow-green and red firefly bioluminescence from 5,5-dimethyloxyluciferin.

Authors:  Bruce R Branchini; Martha H Murtiashaw; Rachelle A Magyar; Nathan C Portier; Maria C Ruggiero; Justin G Stroh
Journal:  J Am Chem Soc       Date:  2002-03-13       Impact factor: 15.419

8.  N-Alkylated 6'-aminoluciferins are bioluminescent substrates for Ultra-Glo and QuantiLum luciferase: new potential scaffolds for bioluminescent assays.

Authors:  Carolyn C Woodroofe; John W Shultz; Monika G Wood; Jean Osterman; James J Cali; William J Daily; Poncho L Meisenheimer; Dieter H Klaubert
Journal:  Biochemistry       Date:  2008-09-05       Impact factor: 3.162

9.  Structure and spectroscopy of oxyluciferin, the light emitter of the firefly bioluminescence.

Authors:  Pance Naumov; Yutaka Ozawa; Kei Ohkubo; Shunichi Fukuzumi
Journal:  J Am Chem Soc       Date:  2009-08-19       Impact factor: 15.419

Review 10.  Guided by the light: visualizing biomolecular processes in living animals with bioluminescence.

Authors:  Jennifer A Prescher; Christopher H Contag
Journal:  Curr Opin Chem Biol       Date:  2009-12-03       Impact factor: 8.822
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  43 in total

1.  Design and Synthesis of an Alkynyl Luciferin Analogue for Bioluminescence Imaging.

Authors:  Rachel C Steinhardt; Jessica M O'Neill; Colin M Rathbun; David C McCutcheon; Miranda A Paley; Jennifer A Prescher
Journal:  Chemistry       Date:  2016-01-19       Impact factor: 5.236

2.  Orthogonal Luciferase-Luciferin Pairs for Bioluminescence Imaging.

Authors:  Krysten A Jones; William B Porterfield; Colin M Rathbun; David C McCutcheon; Miranda A Paley; Jennifer A Prescher
Journal:  J Am Chem Soc       Date:  2017-02-03       Impact factor: 15.419

3.  Sulfonamides Are an Overlooked Class of Electron Donors in Luminogenic Luciferins and Fluorescent Dyes.

Authors:  Deepak K Sharma; Spencer T Adams; Kate L Liebmann; Adam Choi; Stephen C Miller
Journal:  Org Lett       Date:  2019-03-05       Impact factor: 6.005

Review 4.  Caged luciferins for bioluminescent activity-based sensing.

Authors:  Timothy A Su; Kevin J Bruemmer; Christopher J Chang
Journal:  Curr Opin Biotechnol       Date:  2019-06-11       Impact factor: 9.740

5.  A selenium analogue of firefly D-luciferin with red-shifted bioluminescence emission.

Authors:  Nicholas R Conley; Anca Dragulescu-Andrasi; Jianghong Rao; W E Moerner
Journal:  Angew Chem Int Ed Engl       Date:  2012-02-17       Impact factor: 15.336

6.  Latent luciferase activity in the fruit fly revealed by a synthetic luciferin.

Authors:  David M Mofford; Gadarla Randheer Reddy; Stephen C Miller
Journal:  Proc Natl Acad Sci U S A       Date:  2014-03-10       Impact factor: 11.205

7.  Rapid Access to a Broad Range of 6'-Substituted Firefly Luciferin Analogues Reveals Surprising Emitters and Inhibitors.

Authors:  Deepak K Sharma; Spencer T Adams; Kate L Liebmann; Stephen C Miller
Journal:  Org Lett       Date:  2017-11-03       Impact factor: 6.005

Review 8.  Lessons Learned from Luminous Luciferins and Latent Luciferases.

Authors:  Stephen C Miller; David M Mofford; Spencer T Adams
Journal:  ACS Chem Biol       Date:  2018-02-19       Impact factor: 5.100

9.  Bioluminescence imaging in mice with synthetic luciferin analogues.

Authors:  Xincai Ji; Spencer T Adams; Stephen C Miller
Journal:  Methods Enzymol       Date:  2020-05-31       Impact factor: 1.600

10.  Strategy for dual-analyte luciferin imaging: in vivo bioluminescence detection of hydrogen peroxide and caspase activity in a murine model of acute inflammation.

Authors:  Genevieve C Van de Bittner; Carolyn R Bertozzi; Christopher J Chang
Journal:  J Am Chem Soc       Date:  2013-01-25       Impact factor: 15.419
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